Canonical Smiles : Coc1=Cc(=Cc(=C1O)Oc)C2C3Coc(C3Co2)C4=Cc(=C(C(=C4)Oc)Oc5C(C(C(C(O5)Co)O)O)O)Oc
Inchi Key : Wekcegqsiiqpaq-Irbnzifysa-N
IUPAC : (2S,3R,4S,5S,6R)-2-[4-[(3S,3Ar,6S,6Ar)-3-(4-Hydroxy-3,5-Dimethoxyphenyl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan-6-Yl]-2,6-Dimethoxyphenoxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol
Pubchem ID : 443024
Smiles : COc1cc(C2OCC3C(c4cc(OC)c(OC5OC(CO)C(O)C(O)C5O)c(OC)c4)OCC23)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 580.22
Volume : 548.516
Density : 1.058
nHA : 13
nHD : 5
nRot : 9
nRing : 5
Max Ring : 8
nHet: 13
fChar : 0
nRig : 27
Flexibility : 0.333
Stereo Centers : 9
TPSA : 174.99
logS : -3.268
logP: -0.062
logD7.4 : 1.327
ABSORPTION
Caco-2 Permeability : -6.042
MDCK Permeability : 0.0000545406
Pgp-inhibitor : 0.007
Pgp-substrate : 0.96
HIA : 0.763
F20% : 0.006
F30% : 0.041
DISTRIBUTION
PPB : 0.385467
VD : 0.346
BBB Penetration : 0.21
Fu : 0.35116
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.589
CYP 2C19 inhibitor : 0.003
CYP 2C19 substrate : 0.895
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.354
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.308
CYP 3A4 inhibitor : 0.033
CYP 3A4 substrate : 0.311
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MEDICINAL CHEMISTRY
QED : 0.28
SAscore : 4.615
Fsp : 0.571
MCE-18 : 112
NPscore : 1.487
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.074
H-HT : 0.177
DILI : 0.077
AMES Toxicity : 0.106
Rat Oral Acute Toxicity : 0.099
FDAMDD : 0.118
Skin Sensitization : 0.134
Carcinogencity : 0.047
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.029
Bioconcentration Factor : 1.613
IGC50 : 4.344
LC50FM : 5.265
LC50DM : 6.739
NR-AR : 0.758
NR-AR-LBD: 0.167
NR-AhR : 0.031
NR-Aromatase : 0.719
NR-ER : 0.086
NR-ER-LBD : 0.131
NR-PPAR-gamma : 0.799
SR-ARE : 0.349
SR-ATAD5 : 0.821
SR-HSE : 0.358
SR-MMP : 0.437
SR-p53 : 0.918
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 2.761
t1/2 : 0.204
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